ID: ALA2441828

Max Phase: Preclinical

Molecular Formula: C21H17Cl2N3O

Molecular Weight: 398.29

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc2c(c(-c3ccc(Cl)cc3Cl)c1CN)C(=O)N(c1ccccc1)C2

Standard InChI:  InChI=1S/C21H17Cl2N3O/c1-12-16(10-24)19(15-8-7-13(22)9-17(15)23)20-18(25-12)11-26(21(20)27)14-5-3-2-4-6-14/h2-9H,10-11,24H2,1H3

Standard InChI Key:  UBZAWPWRJAUSNK-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 398.29

Molecular Weight (Monoisotopic): 397.0749

AlogP: 4.98

#Rotatable Bonds: 3

Polar Surface Area: 59.22

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.63

CX Basic pKa: 8.77

CX LogP: 3.66

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -1.11

References

1. Devasthale P, Wang Y, Wang W, Fevig J, Feng J, Wang A, Harrity T, Egan D, Morgan N, Cap M, Fura A, Klei HE, Kish K, Weigelt C, Sun L, Levesque P, Moulin F, Li YX, Zahler R, Kirby MS, Hamann LG..  (2013)  Optimization of activity, selectivity, and liability profiles in 5-oxopyrrolopyridine DPP4 inhibitors leading to clinical candidate (Sa)-2-(3-(aminomethyl)-4-(2,4-dichlorophenyl)-2-methyl-5-oxo-5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)-N,N-dimethylacetamide (BMS-767778).,  56  (18): [PMID:23964740] [10.1021/jm4008906]

Source

Source(1):

• Scientific Literature